data_XH2
# 
_chem_comp.id                                    XH2 
_chem_comp.name                                  "(1R,4R,5R)-1,4,5-trihydroxy-3-(2-hydroxy)ethylcyclohex-2-ene-1-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H14 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-12-17 
_chem_comp.pdbx_modified_date                    2014-04-28 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        218.204 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XH2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4CIW 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
XH2 OAF  OAF  O 0 1 N N N 3.789  13.588 21.104 2.254  1.661  -0.056 OAF  XH2 1  
XH2 CAC  CAC  C 0 1 N N R 2.785  13.243 22.091 1.000  1.252  0.494  CAC  XH2 2  
XH2 CAB  CAB  C 0 1 N N R 2.655  11.689 21.991 -0.137 1.892  -0.306 CAB  XH2 3  
XH2 OAG  OAG  O 0 1 N N N 2.111  11.308 20.685 -0.181 3.295  -0.040 OAG  XH2 4  
XH2 CAA  CAA  C 0 1 N N N 1.766  11.199 23.135 -1.458 1.244  0.127  CAA  XH2 5  
XH2 CAI  CAI  C 0 1 N N R 2.474  11.538 24.482 -1.453 -0.217 -0.330 CAI  XH2 6  
XH2 CAH  CAH  C 0 1 N N N 1.579  11.268 25.597 -2.617 -0.940 0.297  CAH  XH2 7  
XH2 OAO  OAO  O 0 1 N N N 2.091  11.332 26.763 -3.090 -0.539 1.334  OAO  XH2 8  
XH2 OAN  OAN  O 0 1 N N N 0.352  10.994 25.359 -3.127 -2.031 -0.295 OAN  XH2 9  
XH2 OAM  OAM  O 0 1 N N N 3.691  10.716 24.593 -1.575 -0.268 -1.753 OAM  XH2 10 
XH2 CAE  CAE  C 0 1 N N N 2.963  12.887 24.523 -0.173 -0.882 0.081  CAE  XH2 11 
XH2 CAD  CAD  C 0 1 N N N 3.132  13.736 23.415 0.896  -0.243 0.435  CAD  XH2 12 
XH2 CAL  CAL  C 0 1 N N N 3.603  15.079 23.608 2.111  -1.052 0.812  CAL  XH2 13 
XH2 CAK  CAK  C 0 1 N N N 3.018  15.701 24.898 3.024  -1.197 -0.407 CAK  XH2 14 
XH2 OAJ  OAJ  O 0 1 N N N 2.992  17.191 24.850 4.176  -1.964 -0.049 OAJ  XH2 15 
XH2 HAF  HAF  H 0 1 N N N 3.925  14.528 21.105 3.023  1.294  0.401  HAF  XH2 16 
XH2 HAC  HAC  H 0 1 N N N 1.821  13.678 21.789 0.938  1.577  1.533  HAC  XH2 17 
XH2 HAB  HAB  H 0 1 N N N 3.657  11.252 22.113 0.025  1.726  -1.371 HAB  XH2 18 
XH2 HAG  HAG  H 0 1 N N N 2.037  10.362 20.636 0.631  3.766  -0.275 HAG  XH2 19 
XH2 HAA1 HAA1 H 0 0 N N N 0.790  11.704 23.090 -1.550 1.288  1.212  HAA1 XH2 20 
XH2 HAA2 HAA2 H 0 0 N N N 1.621  10.112 23.054 -2.293 1.770  -0.336 HAA2 XH2 21 
XH2 HAM  HAM  H 0 1 N N N 3.815  10.453 25.497 -1.579 -1.165 -2.115 HAM  XH2 22 
XH2 HAE  HAE  H 0 1 N N N 3.225  13.286 25.492 -0.141 -1.962 0.082  HAE  XH2 23 
XH2 HAN  HAN  H 0 1 N N N -0.105 10.849 26.179 -3.873 -2.461 0.145  HAN  XH2 24 
XH2 HAL1 HAL1 H 0 0 N N N 4.700  15.066 23.682 2.650  -0.546 1.613  HAL1 XH2 25 
XH2 HAL2 HAL2 H 0 0 N N N 3.301  15.692 22.746 1.798  -2.040 1.151  HAL2 XH2 26 
XH2 HAK1 HAK1 H 0 0 N N N 1.990  15.334 25.032 2.485  -1.703 -1.207 HAK1 XH2 27 
XH2 HAK2 HAK2 H 0 0 N N N 3.634  15.386 25.753 3.336  -0.209 -0.746 HAK2 XH2 28 
XH2 HAJ  HAJ  H 0 1 N N N 2.627  17.528 25.660 4.801  -2.095 -0.775 HAJ  XH2 29 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
XH2 OAF CAC  SING N N 1  
XH2 CAC CAB  SING N N 2  
XH2 CAC CAD  SING N N 3  
XH2 CAB OAG  SING N N 4  
XH2 CAB CAA  SING N N 5  
XH2 CAA CAI  SING N N 6  
XH2 CAI CAH  SING N N 7  
XH2 CAI OAM  SING N N 8  
XH2 CAI CAE  SING N N 9  
XH2 CAH OAO  DOUB N N 10 
XH2 CAH OAN  SING N N 11 
XH2 CAE CAD  DOUB N N 12 
XH2 CAD CAL  SING N N 13 
XH2 CAL CAK  SING N N 14 
XH2 CAK OAJ  SING N N 15 
XH2 OAF HAF  SING N N 16 
XH2 CAC HAC  SING N N 17 
XH2 CAB HAB  SING N N 18 
XH2 OAG HAG  SING N N 19 
XH2 CAA HAA1 SING N N 20 
XH2 CAA HAA2 SING N N 21 
XH2 OAM HAM  SING N N 22 
XH2 CAE HAE  SING N N 23 
XH2 OAN HAN  SING N N 24 
XH2 CAL HAL1 SING N N 25 
XH2 CAL HAL2 SING N N 26 
XH2 CAK HAK1 SING N N 27 
XH2 CAK HAK2 SING N N 28 
XH2 OAJ HAJ  SING N N 29 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
XH2 SMILES           ACDLabs              12.01 "O=C(O)C1(O)C=C(CCO)C(O)C(O)C1"                                                                              
XH2 InChI            InChI                1.03  "InChI=1S/C9H14O6/c10-2-1-5-3-9(15,8(13)14)4-6(11)7(5)12/h3,6-7,10-12,15H,1-2,4H2,(H,13,14)/t6-,7-,9+/m1/s1" 
XH2 InChIKey         InChI                1.03  HVNZLWXJZRWNGG-BHNWBGBOSA-N                                                                                  
XH2 SMILES_CANONICAL CACTVS               3.385 "OCCC1=C[C@](O)(C[C@@H](O)[C@@H]1O)C(O)=O"                                                                   
XH2 SMILES           CACTVS               3.385 "OCCC1=C[C](O)(C[CH](O)[CH]1O)C(O)=O"                                                                        
XH2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C1[C@H]([C@@H](C(=C[C@]1(C(=O)O)O)CCO)O)O"                                                                  
XH2 SMILES           "OpenEye OEToolkits" 1.7.6 "C1C(C(C(=CC1(C(=O)O)O)CCO)O)O"                                                                              
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
XH2 "SYSTEMATIC NAME" ACDLabs              12.01 "(1R,4R,5R)-1,4,5-trihydroxy-3-(2-hydroxyethyl)cyclohex-2-ene-1-carboxylic acid"     
XH2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1R,4R,5R)-3-(2-hydroxyethyl)-1,4,5-tris(oxidanyl)cyclohex-2-ene-1-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XH2 "Create component"   2013-12-17 EBI  
XH2 "Modify name"        2014-01-07 EBI  
XH2 "Initial release"    2014-04-16 RCSB 
XH2 "Other modification" 2014-04-28 EBI  
# 
